Family-friendly holiday rentals in Douglas County

Pristine & Modern Full Basement-Excellent Location

You’ll be staying in a peaceful, family‑friendly neighborhood surrounded by beautiful walking trails, open spaces, and parks perfect for kids. The area is quiet, safe, and ideal for enjoying Colorado’s outdoors. Despite the tranquil setting, you’re just minutes from Downtown Parker, with its great restaurants, cafés, grocery stores, and local shops. You’ll also be a short drive from Sky Ridge Hospital and have quick access to I‑25, making it easy to reach Denver, Castle Rock, and the mountains.

Spacious Cozy Walkout Basement.

Spacious and bright walkout basement with cozy bedroom, walk-in closet, small kitchenette, full bathroom, complete living room with queen sofa bed and large washer and dryer. Private entrance through the backyard with access to to the outdoor patio. Right in the heart of Castle Rock. 5 minutes from the Outlets, 45 min from the airport, 25 min from Denver. PLEASE NOTE - Our family lives upstairs including kids, some noise can be heard from below specially weekday mornings, evenings and weekends

Titan Cottage, private downstairs house apartment

Our downstairs apartment with a private entrance offers all the comforts of home in a newly remodeled and fully furnished space. Relax on the recliner sofas and watch a movie, or get some work done with scenic views of the open space and mountains. Sleep comfortably on our memory foam mattresses and wake up to a variety of hot drink options at the coffee bar or cook a meal in the fully-equipped kitchen. Within minutes of parks, trails, outlet shopping, dining, & Castle Rock Adventist Hospital.

Dog Favorite~Cabin~Family~Couples~2 fenced acres

Welcome to Blue Creek Retreat in Evergreen CO *3+ peaceful acres with 2 acres fenced to relax & enjoy the woods, meadow & wildlife *Dogs welcome~2 Dogs MAX *Conveniently located between Conifer & Evergreen *Large outdoor patio *Enjoy awesome Colorado sunsets & the deer are frequent visitors *Updated 1925 home, keeping it's original character & charm *Sleeps 6~1 King,2 Queen *High Speed WI-FI *1870 Sq Ft~whole house is yours *MESSAGE ME for special requests OR seasonal/longer stay discounts

The Dyer House Inn

Experience a luxurious and fully restored 1890s barn on the first homestead property in the heart of downtown Castle Rock. High-end finishes throughout ensure your complete comfort and relaxation. Coffee, antiques, restaurants, shopping, and Festival Park are only a two minute walk from your front door. Enjoy a taste of simple, country living as you walk past our garden, chickens, and wild rabbits. The large, 1/2 acre property is charming, spacious, and the perfect backdrop for your stay.

Boho Basement - Private Entrance - Hot Tub

Welcome to Boho Basement - This charming one-bedroom walkout apartment is nestled in a prime location just minutes away from downtown Castle Rock, local parks, and hiking trails. Discover a warm and inviting space complete with a full kitchen, ample living space, and a luxurious king-size bed. A private hot tub awaits you outside, providing the perfect spot for unwinding. At Boho Basement, you can enjoy all the comforts of home while experiencing the beauty of Colorado. Book your stay today!

Cozy and Comfortable Castle Rock Gem 2 Bedroom

Escape from the city to this cozy, private guesthouse. Our sleepy neighborhood sits high up on a ridge overlooking quaint Castle Rock. Minutes away is the historic town of Castle Rock with eclectic restaurants, boutique shopping, breweries, parks and the nearby outlet mall. Step out to gorgeous Colorado sunsets, mountain views, nearby walking trails and enjoy this peaceful setting. Perfect spot to call home while you explore all that Castle Rock, Denver and the Rocky Mountains have to offer.

Hot Tub | 2 King Beds | BBQ | Hiking | Fire Pit

✓ 2 King Beds, 1 queen, 2 twin, 1 air mattress ✓ Hot Tub / BBQ / Fire Pit / Cornhole ✓ Reverse Osmosis Purified Water on Tap ✓ 12-inch cooling gel memory foam ✓ 35 mins to Denver ✓ Water softener ✓ White noise machine Rank One Stays presents, Alice in Littleton: An Immersive Alice in Wonderland Experience. This 4 bed 3 bath w/ hot tub, is a completely unique, interactive & immersive Alice in Wonderland experience just minutes away from hiking trails, Chatfield, and Roxborough State Park.

Aspen Park Mountain Retreat-Tranquil & Convenient

Come enjoy the beauty, serenity & adventure of the mountains while still having convenient access to nearby restaurants & shopping. Located a few minutes off HWY 285, the 600+ sf guest suite has a private entrance through the 1 car garage and a private deck. Our property has a park-like setting with a beautiful view and just minutes to hiking & biking trails. Close proximity to Red Rocks Amphitheater, Denver & Big Mountain skiing. Hosts on site, but you are allowed plenty of privacy.

Creekside cabin with 30+ day discount

Come enjoy our fully restored 1932 cabin! Creekside and nestled in the woods on the quiet side of Shadow Mountain. Minutes from shops, restaurants, entertainment and the great outdoors! 15 minutes to Downtown evergreen (and the lake). 30 minutes From Denver. 20 min to Red Rocks amphitheater. 50min to Denver International Airpot. Refresh your soul at our mountain retresoak in the hot tub and unplug from the buzz and noise of life. Fully equipped for your short getaway or long stay.

Comfy Castlewood Cottage-Minutes to DT Castle Rock

Sit back and unwind in this fully furnished, 3 bed/2 bath home with two car garage parking, a deck and private backyard. Perfect for family vacations, group of friends or working professionals. Small town charm with proximity to award-winning parks, ziplining, horseback riding, breweries, and eclectic restaurants. Close to the beautiful Castlewood Canyon State Park for easy hiking access and minutes to the Outlet mall and Promenade. Sleeps up to 6 adults plus 1 infant.

Blue Skies Ranch in the foothills of the Rockies

Relax with the whole family at this peaceful and cozy place to stay. Quite, tranquil, and scenic, yet close to town. Short drive to both the outdoors and ample shopping, our 1000 sq ft loft will provide you with a relaxed yet refined space to unwind after miles on the trail or pounding pavement at Castle Rock Outlets. Enjoy gorgeous sunsets over the Rockies with views from Longs Peak in RMNP to Pikes Peak in Colorado Springs. NO HIDDEN CLEANING FEES.